#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/08/4020809.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4020809
loop_
_publ_author_name
'Mirela Balog'
'Ion Grosu'
'Gérard Plé'
'Yvan Ramondenc'
'Eric Condamine'
'Richard A. Varga'
_publ_section_title
;
 Design and Synthesis of New Macrocyclic Cyclophanes
 Using 1,3-Dioxane Units as Bridges: A Molecular "Rocking Chair"
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1337
_journal_page_last               1345
_journal_paper_doi               10.1021/jo0353987
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C29 H33 Cl3 O8'
_chemical_formula_weight         615.90
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                93.024(6)
_cell_angle_beta                 102.766(6)
_cell_angle_gamma                99.552(6)
_cell_formula_units_Z            2
_cell_length_a                   10.205(3)
_cell_length_b                   11.005(4)
_cell_length_c                   14.124(5)
_cell_measurement_temperature    297(2)
_cell_volume                     1519.0(8)
_diffrn_ambient_temperature      297(2)
_exptl_crystal_density_diffrn    1.347
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4020809
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1184(3) 0.7526(3) 1.0080(2) 0.0485(8) Uani 1 1 d . . .
C2 C 0.0918(3) 0.8215(3) 0.9200(3) 0.0578(9) Uani 1 1 d . . .
C4 C 0.0926(4) 0.8500(3) 0.7592(3) 0.0645(9) Uani 1 1 d . . .
H4A H 0.1376 0.9355 0.7776 0.077 Uiso 1 1 calc R . .
H4B H -0.0052 0.8482 0.7437 0.077 Uiso 1 1 calc R . .
C5 C 0.1332(3) 0.8031(3) 0.6696(2) 0.0516(8) Uani 1 1 d . . .
C6 C 0.2847(3) 0.7990(3) 0.6901(2) 0.0503(8) Uani 1 1 d . . .
H6A H 0.3371 0.8814 0.7122 0.060 Uiso 1 1 calc R . .
H6B H 0.3072 0.7457 0.7416 0.060 Uiso 1 1 calc R . .
C8 C 0.2448(3) 0.6337(3) 0.5637(2) 0.0497(8) Uani 1 1 d . . .
C9 C 0.2869(3) 0.5328(3) 0.6282(2) 0.0449(7) Uani 1 1 d . . .
C10 C 0.4186(3) 0.5436(3) 0.6841(2) 0.0541(8) Uani 1 1 d . . .
H10 H 0.4815 0.6156 0.6856 0.065 Uiso 1 1 calc R . .
C11 C 0.4579(3) 0.4496(3) 0.7372(2) 0.0542(8) Uani 1 1 d . . .
H11 H 0.5471 0.4591 0.7743 0.065 Uiso 1 1 calc R . .
C12 C 0.3665(3) 0.3401(3) 0.7367(2) 0.0431(7) Uani 1 1 d . . .
C13 C 0.4155(3) 0.2334(3) 0.7903(2) 0.0472(7) Uani 1 1 d . . .
C15 C 0.2440(3) 0.1977(3) 0.8826(2) 0.0492(7) Uani 1 1 d . . .
H15A H 0.1714 0.1350 0.8935 0.059 Uiso 1 1 calc R . .
H15B H 0.2045 0.2686 0.8606 0.059 Uiso 1 1 calc R . .
C16 C 0.3518(3) 0.2363(3) 0.9776(2) 0.0487(7) Uani 1 1 d . . .
C17 C 0.2910(4) 0.2872(3) 1.0559(2) 0.0584(8) Uani 1 1 d . . .
H17A H 0.2138 0.2269 1.0631 0.070 Uiso 1 1 calc R . .
H17B H 0.3587 0.2997 1.1174 0.070 Uiso 1 1 calc R . .
C19 C 0.1923(3) 0.4487(3) 1.1050(2) 0.0494(7) Uani 1 1 d . . .
C20 C 0.1601(3) 0.5748(3) 1.0939(2) 0.0453(7) Uani 1 1 d . . .
C21 C 0.1415(3) 0.6348(3) 1.1775(2) 0.0631(9) Uani 1 1 d . . .
H21 H 0.1473 0.5947 1.2342 0.076 Uiso 1 1 calc R . .
C22 C 0.1148(4) 0.7532(4) 1.1772(3) 0.0727(11) Uani 1 1 d . . .
H22 H 0.1051 0.7936 1.2340 0.087 Uiso 1 1 calc R . .
C23 C 0.1024(3) 0.8117(3) 1.0932(3) 0.0613(9) Uani 1 1 d . . .
H23 H 0.0831 0.8914 1.0932 0.074 Uiso 1 1 calc R . .
C24 C 0.0593(3) 0.6714(3) 0.6312(3) 0.0585(9) Uani 1 1 d . . .
H24A H 0.0791 0.6159 0.6815 0.070 Uiso 1 1 calc R . .
H24B H -0.0386 0.6689 0.6144 0.070 Uiso 1 1 calc R . .
C26 C 0.1957(3) 0.4236(3) 0.6264(2) 0.0452(7) Uani 1 1 d . . .
H26 H 0.1068 0.4142 0.5890 0.054 Uiso 1 1 calc R . .
C27 C 0.2355(3) 0.3288(3) 0.6796(2) 0.0461(7) Uani 1 1 d . . .
H27 H 0.1732 0.2561 0.6769 0.055 Uiso 1 1 calc R . .
C29 C 0.4640(3) 0.3305(3) 0.9530(2) 0.0523(8) Uani 1 1 d . . .
H29A H 0.4276 0.4030 0.9317 0.063 Uiso 1 1 calc R . .
H29B H 0.5374 0.3561 1.0107 0.063 Uiso 1 1 calc R . .
C30 C 0.1497(3) 0.6342(3) 1.0091(2) 0.0426(7) Uani 1 1 d . . .
H30 H 0.1637 0.5951 0.9531 0.051 Uiso 1 1 calc R . .
C32 C 0.0940(4) 0.8934(3) 0.5933(3) 0.0718(10) Uani 1 1 d . . .
H32A H -0.0004 0.8995 0.5863 0.108 Uiso 1 1 calc R . .
H32B H 0.1079 0.8636 0.5318 0.108 Uiso 1 1 calc R . .
H32C H 0.1500 0.9735 0.6141 0.108 Uiso 1 1 calc R . .
C33 C 0.2750(4) 0.6135(3) 0.4644(2) 0.0732(11) Uani 1 1 d . . .
H33A H 0.2264 0.5340 0.4335 0.110 Uiso 1 1 calc R . .
H33B H 0.3714 0.6167 0.4718 0.110 Uiso 1 1 calc R . .
H33C H 0.2465 0.6770 0.4248 0.110 Uiso 1 1 calc R . .
C34 C 0.4837(4) 0.1582(3) 0.7297(3) 0.0665(10) Uani 1 1 d . . .
H34A H 0.5575 0.2113 0.7122 0.100 Uiso 1 1 calc R . .
H34B H 0.4182 0.1203 0.6717 0.100 Uiso 1 1 calc R . .
H34C H 0.5187 0.0951 0.7668 0.100 Uiso 1 1 calc R . .
C35 C 0.4101(4) 0.1231(3) 1.0175(3) 0.0719(10) Uani 1 1 d . . .
H35A H 0.4794 0.1494 1.0763 0.108 Uiso 1 1 calc R . .
H35B H 0.4491 0.0860 0.9698 0.108 Uiso 1 1 calc R . .
H35C H 0.3380 0.0637 1.0311 0.108 Uiso 1 1 calc R . .
O3 O 0.1278(2) 0.77762(18) 0.84195(16) 0.0533(5) Uani 1 1 d . . .
O7 O 0.3204(2) 0.75326(17) 0.60407(14) 0.0502(5) Uani 1 1 d . . .
O14 O 0.3039(2) 0.14978(17) 0.80928(15) 0.0496(5) Uani 1 1 d . . .
O18 O 0.2460(2) 0.40374(18) 1.03457(14) 0.0499(5) Uani 1 1 d . . .
O19 O 0.1030(2) 0.63210(19) 0.54725(16) 0.0572(6) Uani 1 1 d . . .
O28 O 0.51587(19) 0.27719(18) 0.87771(15) 0.0527(5) Uani 1 1 d . . .
O31 O 0.0377(3) 0.9118(2) 0.9190(2) 0.0927(9) Uani 1 1 d . . .
O36 O 0.1764(3) 0.3922(2) 1.17385(17) 0.0711(7) Uani 1 1 d . . .
C37 C 0.3738(4) 0.1213(3) 0.3959(2) 0.0632(9) Uani 1 1 d . . .
H37 H 0.4736 0.1370 0.4076 0.076 Uiso 1 1 calc R . .
Cl1 Cl 0.32158(13) -0.02348(11) 0.43535(9) 0.1013(4) Uani 1 1 d . . .
Cl2 Cl 0.32624(13) 0.23704(12) 0.46163(10) 0.1081(4) Uani 1 1 d . . .
Cl3 Cl 0.30625(13) 0.11934(12) 0.27146(8) 0.1020(4) Uani 1 1 d . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C23 1.391(4) . ?
C1 C30 1.393(4) . ?
C1 C2 1.487(5) . ?
C2 O31 1.214(4) . ?
C2 O3 1.329(4) . ?
C4 O3 1.462(4) . ?
C4 C5 1.507(5) . ?
C5 C6 1.518(4) . ?
C5 C24 1.529(4) . ?
C5 C32 1.537(4) . ?
C6 O7 1.434(3) . ?
C8 O19 1.411(4) . ?
C8 O7 1.429(3) . ?
C8 C33 1.514(4) . ?
C8 C9 1.531(4) . ?
C9 C10 1.383(4) . ?
C9 C26 1.387(4) . ?
C10 C11 1.371(4) . ?
C11 C12 1.394(4) . ?
C12 C27 1.382(4) . ?
C12 C13 1.524(4) . ?
C13 O28 1.421(3) . ?
C13 O14 1.424(3) . ?
C13 C34 1.511(4) . ?
C15 O14 1.434(3) . ?
C15 C16 1.523(4) . ?
C16 C17 1.508(4) . ?
C16 C29 1.524(4) . ?
C16 C35 1.548(4) . ?
C17 O18 1.457(3) . ?
C19 O36 1.208(4) . ?
C19 O18 1.347(4) . ?
C19 C20 1.486(4) . ?
C20 C21 1.387(4) . ?
C20 C30 1.387(4) . ?
C21 C22 1.375(5) . ?
C22 C23 1.370(5) . ?
C24 O19 1.427(4) . ?
C26 C27 1.380(4) . ?
C29 O28 1.429(3) . ?
C37 Cl2 1.731(4) . ?
C37 Cl3 1.738(4) . ?
C37 Cl1 1.753(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139089600
